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Compositions and methods for improving skin appearance

a technology of composition and skin appearance, applied in the field of skin aging melioration, reduction and/or reversal of mammalian skin aging, can solve the problems of more water loss, skin dryness, and more water loss, and achieve the effects of increasing the thickness of stratum granulosum, enhancing biological activity, and increasing the glycerol transport capacity

Inactive Publication Date: 2013-07-18
SYTHEON
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

The patent is about a new ingredient called monoalkyl- dialkyl-, monoalkanoyl- or dialkanoyl- isohexide that can be used in skin care products to improve hydration, barrier function and appearance. The ingredient helps to reduce skin aging and restore the skin's natural appearance. The patent also describes a method to apply the ingredient to the skin to achieve these benefits.

Problems solved by technology

Abnormality in the desmosome-keratin filament complex leads to a breakdown in cell adhesion (fragility) and increase in Trans Epidermal Water Loss (TEWL).
A decrease in the water-holding capacity of the stratum corneum combined with an increase in water transport to the stratum corneum may lead to more water loss and skin dryness.
Patients with AE show defective skin barrier function and reduced water-holding capacity in stratum corneum which are believed to contribute to increased water loss and dry skin in AE.
These findings demonstrate that increased expression of AQP3 may lead to increased water loss in AE.
However, improving barrier function in AE may resolve excess water loss and dryness.
As noted above, decline of skin health and appearance is a natural phenomenon that occurs over time and is not just a result of wear and tear, but is also the consequence of a continually active genetic program that might be up- or down-regulated resulting in detrimental effects on skin.
Retinoids, while effective, have poor stability and at high levels, especially on a continual basis, results in other adverse consequences including skin sensitization and irritation.
Glycerol is effective, but it is tacky and requires high level use.
Additionally, glycerol does not give aesthetically pleasing formulations due to tackiness.
Glycerylglycosides are not very stable, therefore difficult to formulate and the formulated products have shorter shelf-life.
Plant extracts have found great utility in skin care products; however, their use is not a simple matter.
Plant extracts are by nature very complex having numerous constituents in varying concentrations.

Method used

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  • Compositions and methods for improving skin appearance
  • Compositions and methods for improving skin appearance
  • Compositions and methods for improving skin appearance

Examples

Experimental program
Comparison scheme
Effect test

example 1

Synthesis of alkanoyl-isosorbide, isomannide and isoiodide

example 1a

Synthesis of Dioctanoyl Isosorbide

[0096]Dioctanoyl isosorbide (DOI) was synthesized by refluxing isosorbide with 2 moles of octanoic acid in cyclohexane using p-toluene sulfonic acid as a catalyst with continuous removal of water. After completion of the reaction, DOI was purified to >98% by distillation.

example 1b

Synthesis of Didodecanoyl Isosorbide

[0097]Didodecanoyl isosorbide was synthesized by refluxing isosorbide with 2 moles of dodecanoic acid in cyclohexane using p-toluene sulfonic acid as a catalyst with continuous removal of water. After completion of the reaction, 001 was purified to >98% by distillation.

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Abstract

Skin conditioning compositions comprising a C4 to C30 monoalkyl-, dialkyl, monoalkanoyl- or dialkanoyl-substituted isohexide are found to exhibit a marked effect on skin hydration and barrier function homeostasis thereby improving skin appearances.

Description

[0001]This application is a continuation-in-part of copending U.S. patent application Ser. No. 12 / 938,743 filed on Nov. 3, 2010 which claims the benefit of U.S. Provisional Patent Application No. 61 / 260,864 filed Nov. 13, 2009.FIELD OF THE INVENTION[0002]The present invention relates to the amelioration, reduction and / or reversal of mammalian skin aging, particularly improving hydration of the dermis and epidermis and regulating both epidermal differentiation and lipid synthesis / secretion, which in turn influence permeability barrier homeostasis. Specifically, certain monoalkyl-, dialkyl-, monoalkanoyl- and dialkanoyl-isohexides, also known as the isosorbides, isomannides and isoidides, have now been found to markedly improve and / or maintain skin appearance despite various environmental and / or pathological conditions. It is believed that this is a result of these compounds affecting the expression of certain genes and proteins associated with skin health and appearance.BACKGROUND OF...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): A61K31/34A61Q17/04A61Q19/02A61K8/35
CPCA61K31/34A61K8/35A61Q17/04A61Q19/02A61K8/4973A61Q19/00C07D493/04A61Q19/08A61K45/06A61K2300/00
Inventor CHAUDHURI, RATAN K.
Owner SYTHEON
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